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Isomenthol

PubChem CID: 6432468

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Compound Synonyms Isomenthol, (-)-isomenthol, 20752-33-4, 3623-52-7, (+/-)-isomenthol, DL-ISOMENTHOL, Q3I568EO1X, (1R,2S,5S)-5-methyl-2-propan-2-ylcyclohexan-1-ol, FEMA NO. 4729, Menthol, trans-1,3,cis-1,4-, Y73A3UB774, (1R,2S,5S)-2-ISOPROPYL-5-METHYLCYCLOHEXANOL, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5S)-rel-, MENTHOL, TRANS-1,3,CIS-1,4-(+/-)-, REL-(1R,2S,5S)-5-METHYL-2-(1-METHYLETHYL)CYCLOHEXANOL, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.beta.)-, ISOMENTHOL, DL-, (1R,2S,5S)-5-Methyl-2-(1-methylethyl)cyclohexanol, Isomentol, UNII-Y73A3UB774, (1)-Isomenthol, (+-)-Isomenthol, (A+-)-Isomenthol, ( not+/-)-Isomenthol, DL-Isomenthol (>80%), UNII-Q3I568EO1X, ISOMENTHOL, (-)-, SCHEMBL118498, (+)-ISOMENTHOL with GC, ISOMENTHOL, (+/-)-, DTXSID40895816, DTXSID80883999, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5S)-, 490-99-3, EINECS 207-722-7, EINECS 222-825-7, MENTHOL, (1S,3R,4S)-, AKOS006327277, BRN 3194262, MENTHOL, cis-1,3-cis-1,4-(+-)-, NS00080371, 4-06-00-00152 (Beilstein Handbook Reference), Q63398072, 2-Isopropyl-5-methylcyclohexanol, (1.alpha.,2.beta.,5.beta.)-, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1-alpha,2-beta,5-beta)-, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1alpha,2beta,5beta)-(+/-)-, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1-alpha,2-beta,5-beta)-(+-)-, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1-alpha,2-beta,5-beta)-(A+-)-, CYCLOHEXANOL, 5-METHYL-2-(1-METHYLETHYL)-, (1.ALPHA.,2.BETA.,5.BETA.)-(+/-)-, CYCLOHEXANOL, 5-METHYL-2-(1-METHYLETHYL)-, (1R-(1.ALPHA.,2.BETA.,5.BETA.))-, (1R,2S,5S)-5-Methyl-2-(1-methylethyl)cyclohexanol, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5S)-, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1a,2ss,5ss)]-, Menthol, (1S,3R,4S)- (8CI), (1R,2S,5S)-5-Methyl-2-(1-methylethyl)cyclohexanol, (-)-Isomenthol, 207-722-7
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 11.0
Description (±)-isomenthol is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (±)-isomenthol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (±)-isomenthol can be found in a number of food items such as cabbage, peppermint, sunflower, and white cabbage, which makes (±)-isomenthol a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 120.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (1R,2S,5S)-5-methyl-2-propan-2-ylcyclohexan-1-ol
Prediction Hob 1.0
Xlogp 3.0
Molecular Formula C10H20O
Prediction Swissadme 0.0
Inchi Key NOOLISFMXDJSKH-LPEHRKFASA-N
Fcsp3 1.0
Rotatable Bond Count 1.0
State solid
Synonyms (±)-Isomenthol, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5S)-rel-, DL-Isomenthol, Isomenthol, trans-1,3,cis-1,4-(±)-Menthol
Compound Name Isomenthol
Prediction Hob Swissadme 0.0
Exact Mass 156.151
Formal Charge 0.0
Monoisotopic Mass 156.151
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 156.26
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Esol -2.8848678000000003
Inchi InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10+/m0/s1
Smiles C[C@H]1CC[C@H]([C@@H](C1)O)C(C)C
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Brassica Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Helianthus Annuus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Mentha Arvensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Mentha Longifolia (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Mentha Spicata (Plant) Rel Props:Source_db:cmaup_ingredients